Synthesis, characterization, diastereoselectivity, and catalytic activity of complexes of ruthenium with BINAP monoxide

Article abstract of DOI:10.1021/om000014d

The bisphosphine monoxides (R)- and (S)-BINPO, prepared by the monoxidation of (R)-and (S)-BINAP, respectively, form complexes [CyRuCl(η²-BINPO-P,O)]X (X = Cl^-, (R)-BINPO, 1, (S)-BINPO, 1′; or SbF₆, 2 and 2′) and [CyRu(η²-BINPO-P,O)](SbF₆)₂, 3 and 3′. The new compounds were characterized spectroscopically and in the case of 2′ by single-crystal X-ray diffraction. The BINPO ligand binds diastereoselectively, and one observes only a single thermodynamically stable diastereomer of the two possible isomers. Compound 3 is an efficient catalyst for the condensation of methacrolein and cyclopentadiene in moderate ee.